Potassium Carbonate → (1-Benzyl-4-methyl-piperidin-4-yl)-(2-nitro-phenyl)-amine

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	1-Fluoro-2-nitrobenzene	HCID 73895	—
Reactant	1-Benzyl-4-methylpiperidin-4-amine	HCID 22146725	—
Solvent	Dimethyl Sulfoxide	HCID 679	—
Solvent	Water	HCID 962	—
Product	(1-Benzyl-4-methyl-piperidin-4-yl)-(2-nitro-phenyl)-amine	HCID 86686491	71.1%

Reaction Conditions

Temperature	150 °C

Reaction Steps

3.6 g 1-fluor-2-nitrobenzene and 82.7 g potassiumcarbonate were added to 5.3 g 1-benzyl-4-methyl-piperidin-4-ylamine in 50 mL DMSO and the mixture was stirred at 150° C. 24 h. The reaction was diluted with water and the aqueous layer was extracted with ethylacetate. The organic layer was evaporated and the residue purified by column chromatographie on silica gel (heptane/ethylacetate:9/1) to give 5.9 g of the desired product.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08642774B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-db6d0720f78140feb2ec82487db2a165
Source note	uspto-grants-2014_02